2-Dimethylaminoisopropyl chloride hydrochloride synthesis
- Product Name:2-Dimethylaminoisopropyl chloride hydrochloride
- CAS Number:4584-49-0
- Molecular formula:C5H13Cl2N
- Molecular Weight:158.07
Following the procedure of Schultz and Sprague, J. Am. Chem. Soc., 70, 48 (1948), a solution containing 3.77 g. of 1-dimethylamino-2-propanol and 10 ml. of chloroform was cooled with stirring to a temperature of about 0° C. A solution of 5.72 g. of freshly distilled thionylchloride in 2 ml. of chloroform was added thereto. The reaction mixture was allowed to come to ambient temperature over a period of about 30 minutes and was then heated to refluxing temperature for an additional 30 minutes. The precipitated material redissolved on heating. 1-Dimethylamino-2-chloropropane hydrochloride began to crystallize from the boiling solvent. The reaction mixture was cooled, diluted with ether and filtered. The reaction product comprising 1-dimethylamino-2-chloropropane hydrochloride weighed about 5.5 g. (95 percent yield). Recrystallization yielded purified 1-dimethylamino-2-chloropropane hydrochloride melting at 192°-194° C.
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Yield:4584-49-0 95%
Reaction Conditions:
with thionyl chloride in chloroform at 0 - 20; for 1 h;Reflux;
Steps:
1
￡009(5] Step-1 : Synthesis of compound 2: 2 |0097| A. solution containing 3.77g of J -dimetbylamino-2-p.ropajnol and 10ml of chloroform was cooled with stirring to about 0°C. A solution of 5.72g freshly distilled thionyl chloride (SOCI2) in 2ml chloroform was added thereto. The reaction mixture was allowed to come to ambient temperature over 30 minutes, and was then boiled under reflux for another 30 minutes (HCl and SC gas is being evolved, use good ventilation). The precipitated material redissoived on heating. 1 -di methyl ami n o-2 -ehl oropropane hydrochloride began to precipitate from the boiling solution. The reaction mixture was cooled, diluted with ether and filtered. The precipitate weighed 5.5g (95% yield). Recrystallization gave pure l-dimethylamino-2-chloropropane hydrochloride, trip 192- 193°C.
References:
WO2013/168000,2013,A1 Location in patent:Paragraph 0096; 0097